4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile

Base Information

• Chemical Name: 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile
• CAS No.: 885483-00-1
• Molecular Formula: C₂₃H₁₉Cl₂N₃O₃
• Molecular Weight: 456.328
• Mol file: 885483-00-1.mol

Synonyms:4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile

Chemical Property of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile

There total 6 articles about 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 31.0%

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-iodo-3-quinolinecarbonitrile tetrahydrochloride + 3-Butyn-1-ol (927-74-2) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile (885483-00-1)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 95 ℃; for 3h;

Reference yield:

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-iodo-3-quinolinecarbonitrile (846023-52-7) + 3-Butyn-1-ol (927-74-2) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile (885483-00-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In 1,4-dioxane; at 95 ℃; for 3h;

DOI:10.1016/j.bmcl.2006.11.077

Reference yield:

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-ethoxy-3-iodophenyl)amino]acrylamide (846023-41-4) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile (885483-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / various solvent(s) / Heating

2: (Ph₃P)4Pd; CuI; Et₃N / dioxane / 3 h / 95 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; trichlorophosphate; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2006.11.077

upstream raw materials:

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-iodo-3-quinolinecarbonitrile

3-Butyn-1-ol

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-ethoxy-3-iodophenyl)amino]acrylamide

2-iodo-4-nitrophenol